Captiva vacation rentals

We found 1,706 vacation rentals — enter your dates for availability

Immerse yourself in the tropical paradise of Captiva Island, where stunning beaches meet vibrant island culture. With soft sands and crystal-clear waters, this destination invites relaxation and adventure alike, from kayaking and fishing to exploring nearby Sanibel’s rich natural beauty. Ideal for families and groups, our charming vacation rentals—beachfront cottages and spacious villas—offer the comforts of home, ensuring a memorable getaway filled with both excitement and tranquility.

Holiday rentals with weekly discounts - Captiva

Showing deals for:Dec 11 - Dec 18

Dining
Games on "Beachy" Backard
Living Room double ceiling high
Double size lot in secluded cul de sac
Exceptional
(54 reviews)

Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week

Captiva

8% off
$683
$4,778 for 7 nights
All fees included
Hidden Treasure - Near Beach-Pool- Private CuldeSac - Dock Rental - 10% Off Week
Living area
So close to our beautiful beach.
Pool
Interior
Exceptional
(48 reviews)

Upgraded beach house located just steps away from the beach. Pool and Hot tub.

Captiva

10% off
$556
$3,894 for 7 nights
All fees included
Upgraded beach house located just steps away from the beach. Pool and Hot tub.
Room
Dining
Living area
Living area
Exceptional
(34 reviews)

Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!

Captiva

8% off
$479
$3,351 for 7 nights
All fees included
Relax in Paradise: 2-Bedroom Island Retreat with private Pool & Golf Cart!
Dive into pure bliss in our outdoor paradise. Immerse yourself in the warmth of luxury with an inviting heated pool and spa that redefine relaxation. Let the tranquil waters and tropical surroundings transport you to a haven of serenity
“Pulling up to paradise… and the fun starts now! 🏝️✨”
“Island nights are better by the fire table 💛🏝️”
Welcome to the heart of Green Tortuga, where the kitchen, dining, and living room converge in a harmonious dance of open space. This seamless design invites connection, conversation, and the free flow of moments in a space where every corner feels like hom
Exceptional
(23 reviews)

Pet-Friendly Island Home | Pool, Hot Tub + Cart

Captiva

8% off
$723
$5,062 for 7 nights
All fees included
Pet-Friendly Island Home | Pool, Hot Tub + Cart
Dining
Exterior
Living area
Pool
Exceptional
(5 reviews)

Two minute walk to a soft sandy beach with some of the best shelling in the US.

Captiva

8% off
$666
$4,660 for 7 nights
All fees included
Two minute walk to a soft sandy beach with some of the best shelling in the US.
Living area
Dining
Marina
Pool
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

12% off
$342
$2,397 for 7 nights
All fees included
Island Getaway Florida
Dining
Interior
Room
Exterior detail
Exceptional
(61 reviews)

Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.

Bokeelia

8% off
$83
$581 for 7 nights
All fees included
Private getaway on Pine Island. Full kitchen, lanai, deck. Beautiful yard.
Pool
Marina
Living area
Room
Exceptional
(8 reviews)

3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat

Saint James City

8% off
$388
$2,719 for 7 nights
All fees included
3-bedroom waterfront pool house in Manatee Bay. BYOB: Bring your own boat
Top deck lanai
Location
Living & Dining
Kitchen
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

8% off
$428
$2,999 for 7 nights
All fees included
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Living area
Kitchen view from living room
Terrace/patio
Queen/master bedroom with bathroom ensuite
Exceptional
(13 reviews)

LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal

Saint James City

8% off
$197
$1,382 for 7 nights
All fees included
LOCATION Cozy bungalow on Monroe Canal, the most entertaining / traveled canal
Aerial view
Welcome to Island Club North Captiva, where every moment is a chapter in your own island story. Dive into relaxation, adventure, and the unparalleled charm of this coastal paradise. Your island escape awaits.
Spacious, inviting, and ready to welcome all. Our home offers room for everyone, ensuring that every gathering is filled with laughter, warmth, and shared moments. Create memories that resonate in every corner
“The calm before the plane lands—just us, the breeze, and a beautiful view 🌞👶✈️”
Exceptional
(12 reviews)

Car-Free Island Escape | Pool, Spa + Golf Cart

Captiva

8% off
$717
$5,016 for 7 nights
All fees included
Car-Free Island Escape | Pool, Spa + Golf Cart
MASTER SUITE - King-size bed, balcony overlooking pool and golf course
Magnificent sunset views from screened porch overlooking pool and golf course.
Breakfast in screened porch overlooking pool, backyard and  lakes and greens.
Dolphins' fountain in front yard.
Exceptional
(112 reviews)

SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.

Sanibel

9% off
$706
$4,942 for 7 nights
All fees included
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Living area
Living area
Living area
Living area
Exceptional
(65 reviews)

⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️

Captiva

16% off
$536
$3,750 for 7 nights
All fees included
⚓️South Seas Serenity Coastal Luxury Beach Condo⚓️
Exterior
Living area
Private kitchen
Living area
Excellent
(24 reviews)

Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC

Captiva

8% off
$408
$2,859 for 7 nights
All fees included
Spacious "Crab Cakes" Cottage on N. Captiva with GolfCart, Starlink and new AC
Pool
Living area
Living area
Exterior
Excellent
(15 reviews)

Waterfront House Best Location! Private deep water dock

Captiva

9% off
$861
$6,026 for 7 nights
All fees included
Waterfront House Best Location! Private deep water dock
Dining
Living area
Living area
Dining
Exceptional
(46 reviews)

⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️

Captiva

16% off
$509
$3,562 for 7 nights
All fees included
⚓️South Seas Serenity II Coastal Luxury Beach Condo⚓️
Just steps to the beach or our pool as you relax in this tropical setting.
Private access path to Sanibel’s famous Gulf of Mexico beach.
Living room - all the comforts of home.  Cable TV, Wi-Fi.
2nd level condo (middle of photo) with private, patio and trooical garden view.
Exceptional
(50 reviews)

Tropical Garden Condo Just Steps to Sanibel Beach

Sanibel

8% off
$431
$3,020 for 7 nights
All fees included
Tropical Garden Condo Just Steps to Sanibel Beach
Dining
Beach
Exterior
Living area
Exceptional
(128 reviews)

Stunning Modern beach front unit - completely renovated! Includes golf cart!

Captiva

9% off
$471
$3,298 for 7 nights
All fees included
Stunning Modern beach front unit - completely renovated! Includes golf cart!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Captiva

Why visit Captiva

  • Stunning Beaches: Captiva is renowned for its beautiful tropical beaches, perfect for relaxation and sunbathing.
  • Charming Accommodations: Enjoy a variety of vacation rentals, including beachfront cottages and family-friendly villas.
  • Outdoor Adventures: Engage in activities like kayaking, fishing, and shelling, making it ideal for adventure seekers.
  • Island Culture: Experience the vibrant local culture with friendly locals and unique island charm.
  • Nearby Exploration: Easily explore neighboring Sanibel Island for more attractions and stunning scenery.

Popular types of accommodation in Captiva

Discover the perfect getaway with our Captiva vacation rentals, featuring a variety of options including houses, condos, and villas. Whether you're seeking the tranquility of Captiva Island or the vibrant atmosphere of nearby Sanibel, our diverse range of accommodations ensures something for everyone. Explore Captiva Island resorts and enjoy all that Sanibel Captiva Island has to offer for your next unforgettable vacation.

  • Houses: The top choice for travelers in Captiva, offering spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Condos: A popular selection among visitors, these modern units provide great amenities and convenient access to local attractions.
  • Villas: These luxurious rentals combine style and comfort, perfect for those looking for a more upscale vacation experience.
  • Apartments: A practical option for solo travelers or couples, offering flexibility and easy access to Captiva's vibrant lifestyle.
  • Cottages: These quaint and cozy rentals provide a charming atmosphere, ideal for a romantic getaway or peaceful retreat.**

Top attractions in Captiva

Captiva, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can explore stunning beaches, vibrant island culture, and urban parks. Highlights include Captiva Island and its beautiful beachfront cottages, along with various vacation rentals. Whether you're lounging on the beach or enjoying local attractions, Captiva offers a perfect blend of relaxation and adventure for all types of travelers.

  • North Captiva Island Beach: This serene island offers a tranquil escape with pristine sandy shores and breathtaking sunsets. Enjoy the untouched natural beauty and outdoor activities, making it perfect for relaxation and beach vibes.
  • Captiva Beach: A beautiful stretch of coastline with soft sand and clear waters, Captiva Beach is ideal for swimming, sunbathing, and leisurely strolls. The vibrant atmosphere and stunning views create a quintessential beach experience.
  • Jensen’s Marina: This bustling marina is your gateway to adventure, offering boat rentals, fishing trips, and water sports. Experience the thrill of outdoor activities while soaking up the beach vibes in a lively setting.

Things to do recommended for couples

Captiva offers a romantic getaway with its stunning sunsets and serene beaches. Consider a round of golf at the luxurious Burnt Store Golf & Activity Club, located 19 miles away, for a perfect blend of relaxation and fun. Enjoy quality time together in this beautiful setting.

Things to do recommended for families

Families will love exploring the beautiful beaches of Captiva Island, collecting seashells along the shore or enjoying a dolphin cruise. Visit the J.N. Ding Darling National Wildlife Refuge for a chance to see local wildlife and experience nature together.

Things to do recommended for groups

Groups visiting Captiva can indulge in a guided eco-tour through the J.N. Ding Darling National Wildlife Refuge, enjoy a sunset kayak adventure, and unwind on the pristine beaches while savoring fresh seafood at local restaurants. It's a perfect blend of nature and relaxation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Captiva

When traveling with a group, family, or pets, or if you're considering extended stays, it's important to prioritize your preferences during your search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Captiva with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Captiva with young kids: Traveling with young children can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Captiva: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Captiva: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Captiva

Captiva, Florida, offers a dreamy island vacation with its stunning tropical beaches and charming island homes. This family-friendly destination invites you to relax and unwind while enjoying romantic excursions and the company of friendly locals. Explore nearby areas for a perfect getaway that combines adventure and tranquility, making it an ideal spot for an unforgettable Florida vacation.

  • Sanibel: Located 11 miles from Captiva, Sanibel is a charming city known for its stunning beaches and outdoor activities. Travelers flock to Sanibel for a family-friendly experience, where you can enjoy the pristine shores and natural beauty. The island is renowned for its shelling opportunities, making it a paradise for beachcombers. With various resorts, recreational areas, and a shopping mall center, Sanibel offers a perfect blend of relaxation and adventure. Don't miss visiting the J.N. Ding Darling National Wildlife Refuge, where you can witness diverse wildlife and breathtaking landscapes.
  • Sanibel Captiva Island: Just 7 miles from Captiva, Sanibel Captiva Island is a picturesque destination that embodies the essence of island life. This area is celebrated for its gorgeous beaches and outdoor family experiences. Visitors can explore local resorts, recreational areas, and shopping spots while enjoying the laid-back atmosphere. The island is famous for its family-friendly beaches and abundant wildlife. Whether you're biking along the scenic paths or indulging in fresh seafood at waterfront restaurants, Sanibel Captiva Island offers an unforgettable vacation experience.
  • Captiva Island: Nestled around the Captiva area, Captiva Island is a serene getaway known for its beautiful beaches and outdoor family activities. The island provides a perfect setting for relaxation and exploration, with resorts and recreational areas that cater to all ages. Captiva Island is famous for its stunning sunsets and tranquil waters, making it an ideal destination for families seeking adventure and leisure alike. Spend your days soaking up the sun on the beach, exploring the local shops, or enjoying water sports that the island has to offer.

Best time to go to Captiva

If you're planning a trip to Captiva, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from February to April, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January64.9°F (18.3°C)No Rain (Dry)Mostly SunnyAverageAverage
February67.3°F (19.6°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March69.6°F (20.9°C)No Rain (Dry)SunnyModerately HighSlightly High
April74.8°F (23.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
May78.6°F (25.9°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.5°F (28.6°C)Light RainMostly SunnyAverageAverage
August83.8°F (28.8°C)Light RainMostly SunnyModerately LowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly Low
October78.4°F (25.8°C)Light RainMostly SunnyModerately LowSlightly Low
November72.5°F (22.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December68.5°F (20.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient way to plan new trips, manage ongoing arrangements, or review your bookings. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Let Yourself Be Captivated by the Beauty of Captiva Island

Situated off Florida’s Gulf Coast near Fort Myers, Captiva Island is a true nature lover's’ paradise boasting 2.5 miles of white sand beaches teeming with yet-to-be-coveted seashells. There’s a unique island vibe where the year-round sunshine and turquoise waters attracts people from all ages including their pets, and sometimes, maybe even their kids! Captiva Island vacation rentals are plentiful, as are the variety of people on the island. You'll find everything from quaint bars where you can talk pirate folklore with the locals, to art galleries and seemingly endless opportunities to enjoy water sports, including saltwater fishing.

Exploring Quirky but Completely Loveable Captiva Island

With a year-round population of just under 400 people, the main attraction on Captiva Island is the island itself, but there are a few hidden gems to check out while you’re there. There’s the quaint, seasonal Captiva Chapel by the Sea and the almost eclectic collection of wildlife art in a variety of mediums showcased at Jungle Drums Gallery. Speaking of eclectic, kids and adults alike are sure to be mesmerized by the quirkiness and all-year-round holiday decorations on display at the Bubble Room Restaurant.

Get into the Relaxing Captiva Island Groove

Besides soaking up the rays and seeking out seashells, you can easily explore the natural beauty of Captiva Island by golf cart or on bikes. You can skipper your own boat or sit back and enjoy a serene (or lively!) sunset cruise along the island, or go off in search of dolphins or a great snorkeling spot. If you’re looking to get your adventure on, you can rent wave runners, paddleboards or even try your hand at parasailing. And naturally, there’s a golf course, plus shore and jetty fishing at Turner Beach.

Seasonal weather in Captiva

Travelers enjoy Captiva for its kayaking and boating. If you're hoping to enjoy some warm-weather activities on your vacation, August, July, September and June are the hottest months to visit, when temperatures average 85°F.

Captiva Island: Dolphins, Seashells & Pink Flamingos

With its prime location along Florida’s Gulf Coast, Captiva Island is sandwiched between North Captiva Island and Sanibel Island to the south. When choosing Captiva Island vacation rentals, you'll get the best of all 3 as there are only 9 miles between them. Many attractions are shared among the islands including the Bailey–Matthews National Shell Museum. A visit to J. N. Ding Darling National Wildlife Refuge will bring you up-close-and-personal to wildlife, plants and those iconic pink flamingos, while the Sanibel-Captiva Conservation Foundation regularly hosts a variety of programs through their Nature and Garden Centers.

Transportation to and around Captiva

The nearest airport is in Southwest Florida Intl. Airport (RSW), located 26.8 mi (43.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Charlotte County Airport (PGD), which is 29.7 mi (47.8 km) away.

Frequently asked questions

What is the best area to stay in Captiva when booking a vacation rental?
North Captiva is among the more sought-after locations for a vacation home in Captiva. Spend your getaway here to delight in the relaxation and comfort that comes with having a place all to yourselves.
What is the most popular type of vacation rental accommodation in Captiva?
According to our data, apartments are the most sought-after vacation property type in Captiva. But naturally, everyone's idea of an awesome trip is bound to be different. Vrbo has vacation rentals of all sizes and shapes, so you're sure to discover the perfect match.
How much does it cost to rent a vacation rental in Captiva?
The average price for a vacation home in Captiva is based on a number of factors, like length of stay, season and property type. Whether you prefer a sprawling villa with space for the whole family or a comfy cabin ideal for just you and the kids, just enter your travel dates to view stays with great value.
How much does it cost to rent a beach house in Captiva?
Prices for beach houses in Captiva differ depending on the size and style of the property and when you're traveling. Simply enter your travel dates into Vrbo and how many guests to view vacation rental options and prices. From there you can use the filters to refine your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Captiva?
With 661 vacation rentals that allow pets, your furry buddy can join you on your Captiva break. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
Can I rent a house with a pool in Captiva?
Dig out your swimwear and swim ring, because there are 542 houses with a private pool in Captiva. Book one of these sought-after vacation homes and every day can be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Captiva?
When it comes to rental amenities that people are searching for in Captiva, a beach view, a lake view and a chef are the most popular. With Vrbo vacation homes, you'll have options to fit your taste and style, whether you're taking a trip with your partner, your friends or even pets.
Are there large group vacation rentals in Captiva?
With 187 vacation rentals that can sleep 10 or more guests in Captiva, you don't have to hold back on your invites. From family get-togethers to special events like weddings and birthday parties, Vrbo will help you find a large group rental to suit the occasion.
Are there vacation rentals in Captiva that welcome kids?
With 659 family-friendly vacation properties to pick from in Captiva, now is a fantastic time to introduce the little ones to the pleasures of travel. Just click on our "Properties good for families" filter box to find stays loaded with amenities perfect for traveling families, such as dining rooms, yards, bunk beds and entertainment areas.
What are the top attractions for families in Captiva?
Keeping the kids amused during your vacation in Captiva is a cinch with these cool family-friendly attractions:
  • Alison Hagerup Beach Park
  • Turner Beach
  • North Captiva Island Beach
Are there one-bedroom vacation rentals in Captiva?
You can choose from 80 one-bedroom rentals in Captiva. Whether you'd prefer an apartment or an upmarket condo, our one-bedroom rentals are ideal if you don't require loads of space. One of the best things about having your own digs? You won't need to share your trip with strangers.
Can I find two-bedroom vacation rentals in Captiva?
Pick from 163 two-bedroom rentals in Captiva. Give the kids the second room or maybe fill it with a couple of your best friends. There's a comfy spot for whoever's fortunate enough to come along for the ride.
Are there vacation rentals with WiFi in Captiva?
Take your pick of 189 vacation rentals with WiFi in Captiva. If you'd like to disconnect from the world on your break, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Captiva?
Select your travel dates and then use our filter tool to find vacation rentals with air conditioning in Captiva on Vrbo. With 599 air-conditioned properties available here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a vacation rental in Captiva?
The minimum age permitted can vary across properties on Vrbo, so look at the rules of the vacation home in Captiva you want. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in Captiva for?
It's down to the Captiva property. To look at a list of options offering extended stays, simply type your travel dates and number of people into Vrbo. You can look forward to having the place to yourself, along with the comforts of home like a kitchen, air conditioning and a yard where the kids can run around and play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Captiva?
In Captiva, you'll find amazing discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're planning a mini vacay or a much longer stay, we've got a variety of options that'll suit your style.

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